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88635

Sigma-Aldrich

5-Thio-D-glucose

≥98.0% (HPLC)

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About This Item

Fórmula empírica (Notação de Hill):
C6H12O5S
Número CAS:
20408-97-3
Peso molecular:
196.22
Beilstein:
1865193
Número CE:
243-798-8
Número MDL:
MFCD00006663
Código UNSPSC:
12352201
ID de substância PubChem:
57653273
NACRES:
NA.25

Ensaio

≥98.0% (HPLC)

forma

powder

atividade óptica

[α]/D 220.0±5.0°, c = 1 in 0.1 M HCl

cor

white to off-white

pf

135-138 °C (lit.)

cadeia de caracteres SMILES

OC[C@H]1S[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O

InChI

1S/C6H12O5S/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6+/m1/s1

chave InChI

KNWYARBAEIMVMZ-DVKNGEFBSA-N

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Categorias relacionadas

Aplicação

5-Thio-D-glucose (Glc-5S), a thiosugar hexokinase inhibitor, is used to control/reduce the rate of glycolysis in vivo.

Ações bioquímicas/fisiológicas

Potent, competitive inhibitor of the cellular transport of D-glucose and of D-glucose mediated insulin release. Inhibitor of spermatogenesis.

Outras notas

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

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Xiaoyin Wu et al.
Journal of neurophysiology, 91(4), 1734-1747 (2003-12-03)
Circulating glucose levels significantly affect vagal neural activity, which is important in the regulation of pancreatic functions. Little is known about the mechanisms involved. This study investigates the neural pathways responsible for hypoglycemia-induced vagal efferent signaling to the pancreas and
Studies on oxidative phosphorylation. XVI. Sulfhydryl involvement in the energy-transfer pathway.
C K Kurup et al.
Biochemistry, 7(12), 4483-4491 (1968-12-01)
The pancreatic beta-cell recognition of insulin secretagogues. 3. Effects of substituting sulphur for oxygen in the D-glucose molecule.
B Hellman et al.
Biochemical pharmacology, 22(1), 29-35 (1973-01-01)
I Tahirovic et al.
Journal of neural transmission. Supplementum, (72)(72), 235-240 (2007-11-07)
It is believed that oxidative stress plays a central role in the pathogenesis of metabolic diseases like diabetes mellitus (DM) and its complications (like peripheral neuropathy) as well as in neurodegenerative disorders like sporadic Alzheimer's disease (sAD). Representative experimental models
S Ritter et al.
Brain research, 856(1-2), 37-47 (2000-03-10)
Feeding and blood glucose responses to local injection of nanoliter volumes of 5-thio-D-glucose (5TG), a potent antimetabolic glucose analogue, were studied at 142 hindbrain and 61 hypothalamic cannula sites. A site was considered positive if 5TG elicited at least 1.5
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